Coatings comprising the reaction product of a terpene, an acrylic monomer and a phenolic compound

Abstract

Coatings comprising the reaction product of a terpene, an acrylic monomer and a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group are disclosed.

1. A coating comprising the reaction product of:
 (i) a terpene, 
 (ii) an acrylic monomer and 
 (iii) a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group. 
 
     
     
       2. The coating of  claim 1 , wherein component (iii) introduces 2 or more epoxy groups to the reaction product. 
     
     
       3. The coating of  claim 1 , wherein the terpene comprises β-pinene. 
     
     
       4. The coating of  claim 1 , wherein the terpene comprises turpentine. 
     
     
       5. The coating of  claim 1 , wherein the acrylic monomer comprises a hydroxy functional acrylic monomer. 
     
     
       6. The coating of  claim 1 , wherein component (iii) comprises Bisphenol A. 
     
     
       7. The coating of  claim 1 , wherein component (iii) comprises bisphenol A diglycidyl ether. 
     
     
       8. The coating of  claim 1 , wherein the reaction product comprises 10 to 60 wt % of the coating, based on total solids weight. 
     
     
       9. The coating of  claim 1 , wherein the coating is an electrodepositable coating. 
     
     
       10. The coating of  claim 9 , wherein the coating is a cationic electrodepositable coating. 
     
     
       11. The coating of  claim 1 , wherein the coating comprises a colorant. 
     
     
       12. The coating of  claim 1 , wherein the coating is substantially clear. 
     
     
       13. A coating comprising the reaction product of:
 (i) a terpene, 
 (ii) an acrylic monomer and 
 (iii) a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group and a urea; 
 
       wherein the urea is formed from a reaction mixture comprising an isocyanate-functional component and an amine-functional component, wherein the ratio of equivalents of isocyanate groups to equivalents of amine groups is greater than 1 and the isocyanate-functional component and the amine-functional component can be applied to a substrate at a volume mixing ratio of 1:1. 
     
     
       14. A method for preparing the coating of  claim 1 , wherein the reaction product is formed by first reacting the terpene and the acrylic monomer and then reacting component (iii). 
     
     
       15. The coating of  claim 2 , wherein at least some of the epoxy groups are reacted with salt-forming compounds. 
     
     
       16. The coating of  claim 15 , wherein the salt-forming compounds are cationic salt-forming compounds. 
     
     
       17. A coating comprising the reaction product of:
 (i) a terpene; 
 (ii) an acrylic monomer; and 
 (iii) a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group, wherein component (iii) introduces 2 or more epoxy groups to the reaction product. 
 
     
     
       18. The coating of  claim 17 , wherein the coating is an electrodepositable coating. 
     
     
       19. A coating comprising the reaction product of:
 (i) a terpene, 
 (ii) an acrylic monomer comprising a hydroxy functional acrylic monomer; and 
 (iii) a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group. 
 
     
     
       20. The coating of  claim 19 , wherein the coating is an electrodepositable coating.